[Synthesis of 1,4-benzodiazepine and 1,5-benzodiazocine through oxidative fission of the double bond of indole derivatives]. / sintesi di 1,4-benzodiazepine e di 1,5-benzodiazocine per fissione ossidativa del doppio legame di derivati indolici

A simplified new synthesis of some 5-phenyl-1,4-benzodiazepines and 6-phenyl-1,5-benzodiazocines, in satisfactory yields, by oxidation with sodium periodate of 1-alkylamino-2-methyl-3-phenylindoles, is described.

[Pyrazino(1,2-a)- and 1,4-diazepino(1,2-a)- indoles. III. Synthesis of pyrrolo(2',1':3,4)pyrazino(1,2-a)indoles and pyrrolo(2',1':3,4)-1,4-diazepino(1,2-a) indoles; isoindolo(2',1':3,4)pyrazino(1,2-a)-indoles and isoindolo(2',1':3,4)-1,4-diazepino(1,2-a)indoles; pyrazino(3,2,1-jk)- carbazoles and 1,4-diazepino(3,2,1-jk) carbazoles]. / Pirazino(1,2-a)- e 1,4-diazepino(1,2-a)indoli III - Sintesi di pirrolo(2',1':3,4)pirazino(1,2-a)indoli e pirrolo(2',1':3,4)-1,4-diazepino(1,2-a)indoli; isoindolo(2',1':3,4)pirazino(1,2-a)-indoli e isoindolo(2',1':3,4)-1,4-diazepino(1,2-a)indoli; pirazino(3,2,1-jk)-carbazoli e 1,4-diazepino(3,2,1-jk)carbazoli

Pyrrolo(2',1':3,4)pyrazino (or 1,4-diazepino) (1,2-a)indoles and isoindolo(2',1':3,4)pyrazino (or 1,4-diazepino) (1,2-a)indoles were synthesized by reaction of 1-(2-aminoethyl)indole or 1-(3-aminopropyl)indole with gamma-keto and o-acylbenzoic acids. In addition, a novel synthetic route for the preparation of pyrazino(3,2,1-jk)- and 1,4-diazepino(3,2,1-jk)carbazoles has been realized.

[Pyrazino (1,2-a)- and 1,4-diazepino(1,2-a)indoles. II. Synthesis of 1-substituted 10-phenyl-3,4-dihydropyrazino(1,2-a)indoles and of 11-phenyl-4,5-dihydro-4H-diazepino(1,2-a)indoles]. / Pirazino(1,2-a)- E 1,4-diazepino(1,2-a)indoli. II. Sintesi di 10-fenil-3,4-diidropirazino(1,2-a)indoli e di 11-fenil-4,5-diidro-3H-1,4-diazepino(1,2-a)indoli, 1-sostituiti

The AA. describe the synthesis of some 1-substituted 10-phenyl-3,4-dihydropyrazino(1,2-a)indoles and 11-phenyl-4,5-dihydro-3H-1,4-diazepino(1,2-a)indoles. Preliminary pharmacological tests indicate that these products, have lower sedative and antiadrenergic activity than the compounds reported in our previous paper.